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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 443681Generated: October 26, 2026

Sodium Hydroxide → 4-Propylbenzoic acid

https://huagongshe.com/reaction/443681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantBromineHCID 24408—
Reactant1-(4-Propylphenyl)ethan-1-oneHCID 76236—
ReactantSodium hypobromiteHCID 23673712—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product4-Propylbenzoic acidHCID 137601—

Reaction Steps

A solution of sodium hypobromite prepared by dissolving bromine (1.0 mole) in a solution of sodium hydroxide (3.5 mole) in water (700 ml) at 0° C. was added to a well stirred solution of 4-n-propylacetophenone (0.2 mole), prepared in step A1, in dioxan (500 ml). Throughout the addition and for 0.25 hours afterwards the temperature was maintained at 35°-45° C. The excess of sodium hypobromite wad destroyed by adding a solution of sodium metabisulphite. Water (3.5 L) was added and bromoform distilled from the reation mixture. On cooling, the solution was acidified with concentrated hydrochloric acid and the precipitated product filtered off and washed with water. The product was crystallised from ethanol/water to yield white crystals mpt 141.2° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04261651
Source datasetuspto-grants-1981_04
ORD IDord-2a6785196dc94b86ba2f8bd7a322ec51
Source noteuspto-grants-1981_04